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Volume 69 
Part 6 
Pages o835-o836  
June 2013  

Received 23 April 2013
Accepted 28 April 2013
Online 4 May 2013

Key indicators
Single-crystal X-ray study
T = 120 K
Mean [sigma](C-C) = 0.004 Å
R = 0.061
wR = 0.174
Data-to-parameter ratio = 17.4
Details
Open access

4-Hydroxy-1,2,6-trimethylpyridinium chloride monohydrate

aDepartment of Physics, Government Arts College (Autonomous), Karur 639 005, India,bCarbon Nanomaterials Laboratory, Department of Physics, National Institute of Technology, Tiruchirappalli 620 015, India,cSchool of Physics, Bharathidasan University, Tiruchirappalli 620 024, India,dFaculty of Health and Life Sciences, Coventry University, Coventry CV1 5FB, England, and eDepartment of Bioinformatics, School of Chemical and Biotechnology, SASTRA University, Thanjavur 613 401, India
Correspondence e-mail: seetha_b2002@yahoo.com

In the crystal of the title hydrated molecular salt, C8H12NO+·Cl-·H2O, the water molecule makes two O-H...Cl hydrogen bonds, generating [010] zigzag chains of alternating water molecules and chloride ions. The cation is bonded to the chain by an O-H...O hydrogen bond and two weak C-H...Cl interactions. Weak aromatic [pi]-[pi] stacking [centroid-centroid separation = 3.5175 (15) Å] occurs between the chains.

Related literature

For related structures, see: Seethalakshmi et al. (2006a[Seethalakshmi, T., Kaliannan, P., Venkatesan, P., Fronczek, F. R. & Thamotharan, S. (2006a). Acta Cryst. E62, o2353-o2355.],b[Seethalakshmi, T., Venkatesan, P., Fronczek, F. R., Kaliannan, P. & Thamotharan, S. (2006b). Acta Cryst. E62, o2560-o2562.],c[Seethalakshmi, T., Venkatesan, P., Fronczek, F. R., Kaliannan, P. & Thamotharan, S. (2006c). Acta Cryst. E62, o3389-o3390.], 2007[Seethalakshmi, T., Manivannan, S., Lynch, D. E., Dhanuskodi, S. & Kaliannan, P. (2007). Acta Cryst. E63, o599-o601.]). For related compounds, see: Dhanuskodi et al. (2006[Dhanuskodi, S., Manivannan, S. & Kirschbaum, K. (2006). Spectrochim. Acta Part A, 64, 504-511.], 2008[Dhanuskodi, S., Manivannan, S. & Philip, J. (2008). Spectrochim. Acta Part A, 69, 1207-1212.]).

[Scheme 1]

Experimental

Crystal data
  • C8H12NO+·Cl-·H2O

  • Mr = 191.65

  • Monoclinic, P 21 /n

  • a = 8.2548 (11) Å

  • b = 8.4781 (9) Å

  • c = 13.6714 (18) Å

  • [beta] = 99.064 (6)°

  • V = 944.8 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.37 mm-1

  • T = 120 K

  • 0.54 × 0.42 × 0.16 mm

Data collection
  • Bruker-Nonius 95mm CCD camera on [kappa]-goniostat diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2003[Sheldrick, G. M. (2003). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.827, Tmax = 0.944

  • 9882 measured reflections

  • 2159 independent reflections

  • 1546 reflections with I > 2[sigma](I)

  • Rint = 0.069

Refinement
  • R[F2 > 2[sigma](F2)] = 0.061

  • wR(F2) = 0.174

  • S = 1.02

  • 2159 reflections

  • 124 parameters

  • 2 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.73 e Å-3

  • [Delta][rho]min = -0.48 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O1Wi 0.82 (4) 1.78 (4) 2.591 (3) 168 (4)
O1W-H1W...Cl1 0.81 (2) 2.31 (2) 3.095 (2) 162 (4)
O1W-H2W...Cl1ii 0.82 (2) 2.30 (2) 3.106 (2) 168 (4)
C3-H3...Cl1i 0.95 2.72 3.647 (3) 165
C9-H9A...Cl1iii 0.98 2.80 3.704 (3) 154
Symmetry codes: (i) -x+1, -y, -z+1; (ii) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (iii) [x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z+{\script{1\over 2}}].

Data collection: COLLECT (Nonius, 1998[Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DENZO (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: DENZO; program(s) used to solve structure: SIR92 (Altomare et al., 1994[Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7075 ).


Acknowledgements

The authors thank the EPSRC National Crystallography Service (University of Southampton, UK) for the X-ray data collection. ST thanks the management of SASTRA University for their encouragement.

References

Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.  [CrossRef] [details]
Dhanuskodi, S., Manivannan, S. & Kirschbaum, K. (2006). Spectrochim. Acta Part A, 64, 504-511.  [CSD] [CrossRef] [ChemPort]
Dhanuskodi, S., Manivannan, S. & Philip, J. (2008). Spectrochim. Acta Part A, 69, 1207-1212.  [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.
Seethalakshmi, T., Kaliannan, P., Venkatesan, P., Fronczek, F. R. & Thamotharan, S. (2006a). Acta Cryst. E62, o2353-o2355.  [CSD] [CrossRef] [ChemPort] [details]
Seethalakshmi, T., Manivannan, S., Lynch, D. E., Dhanuskodi, S. & Kaliannan, P. (2007). Acta Cryst. E63, o599-o601.  [CSD] [CrossRef] [ChemPort] [details]
Seethalakshmi, T., Venkatesan, P., Fronczek, F. R., Kaliannan, P. & Thamotharan, S. (2006b). Acta Cryst. E62, o2560-o2562.  [CSD] [CrossRef] [ChemPort] [details]
Seethalakshmi, T., Venkatesan, P., Fronczek, F. R., Kaliannan, P. & Thamotharan, S. (2006c). Acta Cryst. E62, o3389-o3390.  [CSD] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2003). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o835-o836   [ doi:10.1107/S1600536813011616 ]

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